My Crazy Office | K Squared Enterprises

My Crazy Office is a weekly workplace podcast dedicated to helping listeners navigate their careers. Executive coach Kathi Elster and career therapist Katherine Crowley combine their expertise to solve both serious and silly situations at work. Join Kathi and Katherine as they answer real workplace questions with solid advice and a side of humor. Do you have someone or something at work that’s driving your crazy? Send your questions to info@mycrazyoffice.co. (All submissions kept confidential.)

Do You Have To Fire a Friend?

December 2, 2025

In this episode of My Crazy Office, Kathi and Katherine explore a sensitive topic: How do you fire someone who is a friend? They start with a question from someone who finds themselves in the awkward position of having to fire a good friend due to that person’s poor performance. Kathi and Katherine discuss the challenges of this kind of situation and how to prepare for the fallout.

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Do You Suffer From Imposter Syndrome?

November 18, 2025

In this episode of My Crazy Office, Kathi and Katherine explore a classic workplace topic – Imposter Syndrome. They start with a question from someone who is about to get promoted and fears that everyone will discover she doesn’t know what she’s doing. Kathi and Katherine discuss what imposter syndrome is, and how to manage it so that it doesn’t slow you down.

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When Your Friend Becomes Your Boss

November 4, 2025

In this episode of My Crazy Office, Kathi and Katherine explore what happens when your friend becomes your boss. They start with a question from someone whose colleague recently got promoted to be her boss. While the two of them were friendly as coworkers, her newly promoted boss is suddenly behaving differently. Join Kathi and Katherine as they discuss how friendships can change at work, and how to navigate those changes.

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Is Your Fear Holding You Back From Opportunity?

October 28, 2025

Today’s My Crazy Office podcast begins with a question: Is your fear holding you back from opportunity at work? Kathi and Katherine start with a question from someone whose employer has offered them a new position that would lead to professional and personal growth, but this person’s fear is holding them back from saying, “yes.” Kathi and Katherine discuss how to identify your fears when opportunity knocks and offer steps you can take to manage them.

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My Boss Humiliated Me in Public

October 21, 2025

Today’s topic on My Crazy Office is a tough one: What do you do if your boss humiliates you in public? Kathi and Katherine start with a question from someone whose new boss yelled at them on a zoom meeting in front of other staff members. They discuss what you can do if your boss humiliates you in public and whether its grounds for leaving.